$2,000,000 - $3,000,000 Florida Keys Homes For Sale - Real Estate

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

FULL Duplex in the Gem of Key Colony Beach! Whether you are looking for a private family home or an investment property in the FL Keys this Boaters Paradise could be yours! This duplex with an open balcony overlooks a 100 wide deep water canal with 75 ft. of dockage with quick access to the Gulf or Atlantic Ocean that could be yours! New windows throughout, 4 bedrooms and 4 baths with ample parking and storage. Currently a vacation rental. Key Colony Beach features recreational facilities include 4 parks, 2 playgrounds, Brand new pickleball courts, tennis courts, shuffleboard, and a 9-hole par-3 golf course. Call today for your private tour. Property is also listed individually in the MLS #615272 & 615273.

Coastal Luxury Meets Keys Living - Dock, Pool & Guest Suite!Welcome to your slice of paradise in the Florida Keys! This beautifully appointed 3-bedroom, 3-bath home blends laid-back island vibes with refined comfort. Whether youre looking for a full-time retreat, a vacation haven, or a high-performing rental investment--this one checks all the boxes.Enjoy the privacy of a separate guest suite and relax in the resort-style lagoon pool, perfect for lazy afternoons or starlit evenings. Boaters will love the 75-ft private dock with a 15,000 lb electric lift and quick access to open water--your next adventure is always just minutes away.The home also features two garages (one-car + two-car) with plenty of space for gear, water toys, or even your workshop setup. And when youre ready to hit the sand, Sombrero Beach is just around the corner.With a strong rental history and location that truly captures the Keys lifestyle, this is more than a home--its your launchpad for sun, sea, and serious relaxation.📞 Call today for more info or to schedule your private tour--paradise is calling!

Welcome to your slice of paradise in the sought-after Matecumbe Ocean View neighborhood! This beautifully upgraded concrete home (including the roof) is built for durability, comfort, and style. Fully fenced and thoughtfully designed, the exterior grounds features sleek new concrete and turf along the sides of the house for a clean, modern look.The backyard is an entertainers dream with a full outdoor kitchen, a sparkling pool, and a spacious 75 ft. concrete seawall complete with a 15,000 lb elevator boat lift. Enjoy quick and easy access to the ocean via a marked channel--perfect for boating enthusiasts who want to be on the water in just minutes. Great fishing and diving awaits! Inside, youll find an upgraded interior featuring stainless steel appliances, a wine fridge, a walk-in pantry, and generous living space. The large bedrooms offer comfort and privacy, while the expansive balcony invites you to relax and soak in the coastal breezes. Matecumbe Ocean View is a desirable community with its own boat ramp conveniently located at the beginning of the street, making launching a breeze. This home is close to great amenities located in Islamorada like Robbies, Worldwide Sportsman, a number of restaurants, Bud N Marys Marina and more! Whether youre looking for a full-time residence or a vacation escape, Cortez Dr is the ideal blend of luxury, function, and Keys lifestyle.

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

Luxury Waterfront Living in Prestigious Cudjoe Gardens. Discover refined island living in the heart of one of the Florida Keys most exclusive waterfront communities renowned for its deepwater access, upscale ambiance, and close proximity to Key West.This elegantly designed residence is perfectly positioned on an 8,000sf lot, offering exceptional canal frontage on a 50ft wide canal only 5 homes in and 2 min ride from open water. The home features 2,295 living sf plus 441sf garage and 225sf of porches, making for almost 3,000sf under roof! Home has beautifully appointed interiors, where luxury and comfort harmonize.The open-concept living space is adorned with 10 to 12 ft ceilings, abundant natural light, and premium finishes throughout. At the heart of the home is a custom-made epoxy and wood bar, a true showpiece that makes an ideal spot for entertaining in style. A custom built electric fireplace offering ambiance and warmth anchors the living room and invites relaxed evenings after a day on the water.The large kitchen is outfitted with beautiful granite with natural tones, stainless steel appliances, custom cabinetry, and an expansive island, flowing seamlessly into the second large living room where comfort is found! The primary master bedroom suite offers a tranquil retreat with in room office, his/hers walk in closets, and spa-like ensuite bath.Two additional spacious bedrooms and full bath, plus half bath and laundry room complete this large home. Additional features include elegant large plank Bamboo flooring, impact-resistant windows and doors, etched glass front door, plantation shutters throughout the home, a spacious garage, and thoughtfully landscaped grounds that reflect the natural beauty of the Keys.Step outside through the French glass doors to a waterfront screened in porch with ceiling fans. The 80ft concrete dock with 20k boat lift, working davits, 1000lb ice maker, cleaning station, make this a fishermans paradise! Room for a pool!

Welcome to Matecumba Ocean View! Ocean Views from this home, feel the ocean breeze.This recently up dated home is your Island Dream Home Come True. Newly updated kitchen with Island eat in kitchen counter, all new stainless steel appliances, all new floors throughout. All master suite on the 3rd floor with private balcony and ocean views.Extra large 2nd and 3rd bedrooms, with walk in closet, private open balcony and Ocean Views. A boater paradise 75ft of concrete dock with 20,000 lb. boat lift, A set of davits and built in pool with pool heater/chiller for the ultimate outdoor experience. Canal depth is estimated to be 10-12 ft. Direct Ocean Access for your boat. Just 5 minutes to the Ocean and Bay access too. Income producing property with future bookings. The property includes a great yard for entertaining with Automatic sprinkler system,Electric GateFully gated and fenced yardLocated on a very quiet dead end street

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

First time on the market in 49 years, this exceptional waterfront estate is a rare gem located on the Sombrero Golf Course. Boasting over 110 feet of pristine waterfront, 50-foot wood dock, 12,000 lb boat lift, and 120+ foot wide deep-draft canal, this residence is a true haven for both avid boaters and golf enthusiasts. Designed with timeless vision and concrete construction, the home spans over 3,000 interior square feet with four bedrooms and two bathrooms, nestled on a beautifully landscaped 11,950 square foot lot. From the moment you arrive, the lush tropical grounds, elegant landscape lighting, and brick-paved circular driveway set the tone. The detached 30 x 30 foot double car garage offers immense storage, a workshop, and even a full second level for additional space. Inside, a gracious foyer and wood staircase lead you to the expansive open living space, where walls of glass invite sweeping water views and golden sunsets. The full-width screened porch is perfect for indoor-outdoor living. The gourmet kitchen is a chefs dream, featuring a Wolf six-burner gas cooktop, oven, Subzero refrigerator and freezer, generous prep space, built-in cabinetry, and charming retro tile backsplash illuminated by a skylight. The primary suite offers a tranquil retreat with a walk-in closet, updated ensuite bath, and nearby private office. Downstairs, discover three more bedrooms, full bathroom, laundry area, and versatile bonus space--ideal for an art studio or second living area. Outdoors, host unforgettable gatherings beneath two tiki huts on the expansive waterfront deck with room for a future pool. With an assumable flood policy at just $773 per year (and no history of flooding, ever), recent updates including concrete restoration, mangrove trimming, and a 24kW whole-house generator with 500-gallon propane tank--this legacy property is ready to elevate your waterfront lifestyle.

This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance of restaurants, art galleries, and Duval Street, the location is ideal. A spacious porch with classic painted Cuban tiles provides a relaxing outdoor retreat, while reclaimed heart pine flooring extends throughout the interior. The open floor plan offers a seamless view from the living room to the pool deck, making it perfect for both relaxation and entertaining. The original tongue-and-groove Dade County Pine has been carefully removed, refinished, and reinstalled, creating a warm and inviting atmosphere.The L-shaped kitchen overlooks the heated dip pool and features custom craftsman shaker cabinets and quartz countertops. The master suite is conveniently located on the first floor, complete with an en-suite bathroom and walk-in shower. Two guest bedrooms, each with en-suite baths and vaulted ceilings, are located on the second floor.This home has been completely rewired, replumbed, and foam-insulated, ensuring compliance with modern building codes. A new foundation and a reinforced metal shingle roof have been added, along with fabric hurricane shutters for protection and insurance benefits. Smart switches, appliances, locks, and wired ethernet connectivity allow for remote home management via phone.The property is located in the X Flood Zone! The propertys historic charm makes it a remarkable piece of Key West history. Owner is a Lic. FL Real Estate Agent.

Fully Furnished and updated. Just bring your boat! This spacious 3 bedroom 2.5 bath house features large common areas and an additional den. The relaxed themes of this house will make you feel like you have entered a peaceful paradise. Seller financing available.

Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom Conch style cottage that is considered a non contributing structure according to HARC. This expands the available options for the redevelopment opportunities with the combined properties. The vacant lot at 1 Aronovitz Lane was once a legal duplex. The build back letter from the City of Key West is included in the documents section along with the surveys for each parcel being offered. The owner will only sell both parcels together. The time is now to make this unique property your very own island destination!

Welcome to Adams Hideaway, a beautifully remodeled solid concrete residence nestled right on the waters edge, offering unparalleled access to Blackwater Sound Bay and Adams Cut to access the Oceanside quickly. This impressive property is perfect for boating enthusiasts, featuring a brand new 2024, 15,000 lb. boat lift, allowing for hassle-free adventures on the water. Enjoy 4th of July and New Years fireworks within minutes, not to mention all the waterfront restaurants you can access by water.More than 2300 sq. ft., with 3 spacious bedrooms and 3 luxurious bathrooms, this home provides ample space for family and guests. A versatile spare room offers the perfect option for an additional bedroom or a dedicated office, catering to all your lifestyle needs. The property also includes a generous garage and extra bonus storage space that could be utilized as a shop, gym, game room, or a fishermans hangout.For those with RVs or electric vehicles, the convenient RV/EV hookup is a fantastic addition. Enjoy peace of mind with the new whole house generator backup, ensuring youre never left in the dark.The heart of the home features high-end appliances, making daily living both stylish and efficient. The primary bathroom is a true oasis, complete with multiple shower heads and a seat-warming bidet toilet, providing an unparalleled spa-like experience.Originally constructed by the esteemed local contractor Peter Raskob, this home showcases custom quality construction and attention to detail. Embrace a lifestyle of luxury, comfort, and convenience in this exquisite waterfront home!

One-of-a-Kind Canal Front Home in Duck Key. Rare opportunity to own this large, custom-built split-level home overlooking the iconic Yacht Club Bridge and sparkling flowing waters of Duck Key with easy ocean access and ocean views. This unique property offers unparalleled water views from the spacious primary suite, where you can relax and watch the hawks and pelicans from your private balcony. Inside, the expansive gourmet kitchen is perfect for culinary enthusiasts, featuring a dining area, ample cabinetry, a built-in desk area, and a seamless flow into a cozy patio ideal for enjoying your morning coffee. The grand entrance, framed by wrought iron gates welcome you. Brick paver walkway leads to a beautifully landscaped garden offering a peaceful retreat. This home is ideally located on a large waterway where three canals converge, making it perfect for those with a large boat and offering a 75 seawall. With expansive balconies, hurricane shutter roll-downs on the second-floor front bedrooms, an oversized garage with storage, brick paver walkways and driveway, this home provides both luxury and convenience. Additional lower level bonus space being used as non-conforming guest quarters. Experience the relaxed island lifestyle that Duck Key has to offer. With easy access to world-class amenities at the Hawks Cay Resort, nearby boat ramps, dining options, and a variety of activities. Membership to the exclusive Club Duck Key is available to further enhancing the island experience. This one-of-a kind home is an exceptional find in a sought-after location. Dont miss your chance to own a piece of paradise--schedule your showing today! Offers encouraged. B&BATVAI.

Tropical Paradise and Boaters Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chefs dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Dont miss your chance to own this slice of paradise!

Stirrup Key is one of Marathons most established Gated Communities, which offers it owns private boat ramp to all residents & this is a very RARE opportunity to own a Brand New Construction Custom Built home behind the gates of Stirrup Key by the local and well respected builders Design Center who have chosen to take a high-end modern design with this 3 Story, 4 Bed plus Den, 4.5 Bath Pool Home with 3467 sqft living with multiple rear patios overlooking the homes water view. Exterior highlights include a Custom Modern Long Paver Driveway that leads to the homes Enclosed Garage and also Carport for additional parking, EV charging station, Concrete Block Construction, Poured Solid Columns, a Metal Roof, Energy Efficient Spray Foam Insulation, Hurricane Impact Windows & Doors thru out including a pre-wire for a Home Generator providing peace of mind. The home is designed so entry will be on the ground level adjacent to the garage to simplify things. On the rear of both living levels are Large Balconies with Custom Welded Handrails. The Custom Kitchen will feature Solid Wood Soft Close Cabinets including 42 Uppers and LED under cabinet lighting with Modern Black Hardware and Cabinet Crown Molding, GE profile Appliances, Quartz Counters, a Modern Backsplash & Upgraded Plumbing Fixtures. Each of the 4.5 Baths will have Custom Tile Floors, Designer Tiled Showers with Frameless Shower Glass Enclosures & Modern Lighting, Mirrors, Faucets, Toilets, etc.. Additional Interior highlights include 5 1/4 Baseboards throughout, 8FT Solid Core Doors with Modern Hardware, Led Recess Lighting thru out, Zero Maintenance Vinyl Plank Flooring throughout, Sherwin Williams XP Loxon Exterior Paint and Sherwin Williams Duration Interior Paint, 10FT Ceiling Heights, Expansive Closets in each of the Bedrooms, & so much more. The private backyard will feature a Custom Built Heated Concrete Pool with Travertine Paver Deck, Pebble Pool Finish with Sunshelf & Color Changing LEDs.

Now Available! One-of-a-kind Opportunity in the desirable Kahiki Harbor neighborhood. 165 waterfront Corner Lot. Vintage 4 bedroom / 3 bath Custom built Keys home. 2/2 upstairs and a Great Room with all doors opening to the walk-around porch. Downstairs has 700 of additional enclosed storage, laundry, bathroom and two bedrooms. The home sits in the peaceful Kahiki Harbor neighborhood with deep water dockage all the way around the property. Davits and a concrete dock at one end, with additional dockage areas, a Gazebo and a Sailboat Launch Ramp following the corner of the 8,760 oversized lot. The large yard offers potential for a pool and outside entertaining areas. Endless possibilities await!- Build your Dream Home on this Unique and One-of-a-Kind Property, just off Tavernier Creek and minutes from the Ocean or Bay.

Property Located Close to all Key Largo Has to Offer, Stores, Restaurants, and Close to Miami. Canel Front 3 Bed/2.5 Bath on Blackwater Sound. Easy Access to Ocean Side through Adams Cut and Endless Bays to Enjoy. Large Canal Corner Lot. Completely Renovated in 2005 from Plumbing, Electric, HVAC, and New Generac Generator in 2022. Wrap Around Porch and Balcony off Master Suite. Eucalyptus Hardwood Floors and Tile. Impact Windows and Doors. Kitchen Appliances Replace in 2022, Walkin Laundry Room with Washer & Dryer Replace in 2024, Large Master Bedroom and Bath with Walkin Closet. Saltwater Pool with Trex Deck and Outdoor Shower. Roof Top Patio with Bay Views, 65 Trex Dock.